Category Archives: Sissy Phone Sex

Sissy boys, it’s about time you got real. And it’s about time you got into the phone sex you really need the most, sissy phone sex with me, a sexy Tranny. I already know the sissy secrets you hide from everyone else. Or you wouldn’t even be calling me. I know how much you fantasize about going all the way and transforming into a shemale. You can’t hide that you wish you could abandon your life as an inadequate man and give in to your dazzling dreams of becoming a real life TGirl. You have what it takes to start, sissies, but you need to begin phone sex transformation sessions where I will be your guide.

Look at my photos, you’re jealous, aren’t you? You want to be a sexy shemale and do nasty phone sex, seduce men, even become a tranny hooker. I’m familiar with the total trans lifestyle and can tell you the exact steps you need to take in order to leave behind your sissy self and become a tranny Goddess. You will need to walk and talk like a girl, look like a girl. Be a girl! By the time I’m done with you, no one will recognize you. You will be mine, a perfect shemale dolly.

I’m very supportive in my approach to transformation, but I expect results. The second you first slipped on a pair of panties has led you to this moment. It’s time to go even further than ever before. Sissy Phone Sex with a sexy shemale Goddess is the sexual destiny for you sissies. Don’t run away from it, my sissy boys! You know you want it and more importantly, need it.

Are you kinky? Maybe a little twisted? Well, I am definitely a whole lot of both! I love to experiment with different fetishes and would love to do it with you in some hot fetish phone sex. Do you have a foot fetish and want a pair of sex hose covered feet with beautifully painted red toenails to lick and suck? Or maybe you want to tell me all about your favorite bras and panties and stockings and garters that you like to wear under your clothes to the office. Maybe you are an exhibitionist and love to have sex in public places in the hopes of being watched? Or is there a hot girl next door that makes you play the voyeur as you watch her underdress and rub her clit through her bedroom window. I also love men with an ass fetish that want sniff and lick my pink bung hole. Just the thought of you burying your face or your cock between my sweet ass cheeks sets my juices to flowing! Fetish phone sex gets me so hot!

Thinking about you living out your fetish fantasy with me on the phone gets me so excited and makes my pussy soaking wet. I would love to slip into my favorite black stockings with the lacy tops that are clipped to some ultra-sexy black and red garters. Then slid my sexy feet into some black patent leather stiletto heels and nudge to toe into our balls and play with your cock. Then I could take them off and you could try them on! No fetish is too wild for this girl! I love fetishes of all kinds and need you to call me so I can fantasize about them with you in some hot fetish phone sex.

Sissy Phone Sex with a dominant femdom who will make you into the sexy girl you always wanted to be, just what you’ve been looking for!
I love giving all the naughty cross dressers sissy assignments phonesex, how about we go shopping for a cute little outfit, from head to toe, silky panties, push up bra, thigh high stockings, and of course, shoes to begin your sissy phone sex transformation, you know this is making you want to touch your sissy clitty!
I always have lots of creative sissy phone sex assignments, and I’ve been handing out sissy bitch assignments to all the good little sissy submissives, and I’ve been playing lately with bombshells in corsets and latex, doesn’t that sound like your sissy fetish?
If you’ve ever had freaky fetish phonesex with me, you know how much I love giving you the unique beautiful female perspective on how to make you more feminine, pantyboy sissied and pantied for life training, and of course, strapons!
Just imagine how amazing it is on a sissy phone sex call with me, my sexy voice seducing you in your pretty ear, making you blush and simper when I put you in something to make you so sexy and womanly, indulging your inner sex kitten to make your femdom mistress happy, cross dressing for your Goddess!
Your total feminization journey begins with a call to the best sissy phone sex Goddess ever!
And just like any girl ever, sissies are so individual in what they like, so make sure to tell me just what kind of sissy you are, what gets you all horny, is it cock, strap ons, being pimped out, or just being made into a real girl?
Call me now for everything sissy, I absolutely adore and love indulging in feminization assignments and transgender as well as sissification phonesex!
Connie
AIM:CuckoldPhoneSex
YIM:CuckoldStoriesPhonesex

I seriously love it when a loser calls me for small penis humiliation phone sex. I usually never know what I am going to do with a guy until he calls, but right now, all I want is for a guy with a micro dick to call me so I can put him into a pair of panties and show him off to all of my sexy girlfriends. Doesn’t that sound good to you? I know you love showing off your tiny cock for some reason. I really don’t get it. It’s nothing at all to be proud of. But I guess maybe you’re fucked up enough to be turned on by being humiliated. So yeah. I can give you that. So can my pretty girlfriends.

You know, I think what would be tons of fun is to have a sex toy party and you can be the entertainment/waiter/server and bring us snacks and drinks while we look at the toys. And if I tell you to dance or wiggle or sing for us, you will do it. We all need a good laugh sometimes. And you can also the sex toy tester. I mean, we’re going to need to see how things work. You can use your pussy to show us how everything works. I think that sounds like a really fucking great idea, don’t you? And maybe if you’re a really good sissy slut, I will even let you cum in your panties right there in front of all of us girls while you fuck your pussy.

Aren’t you just super duper excited for your fun small penis humiliation phone sex call? Get your panties on and tuck your itty bitty dickie inside them and then give me a call. My number is 1 888 8 FREAKY and my name is Samantha.

I put men in their place on a daily basis, so when they approach me with sissy training phone sex, I jump at the opportunity to teach them a thing or two. Many men have always possessed the trait to be a sissy but never knew what to do with their urge to dress and act as a woman. Some of them are married and have lived very masculine lives for years but always felt as if something was missing. I like to guide them with my mind and cock to make them into the best sissys they can be.

The first man who contacted me asking for sissy training phone sex was a guy named Tom. He was middle aged and expressed that he always has had the urge to be a sissy. When he was younger he would go into department stores and try on women’s panties. His urges just got worse as he got older and finally married and began wearing his wife’s panties and bra under his business suit during his work day. He told me he would go into the bathroom stall at work and rub his nipples through his intimate garments and imagine how it would feel to receive a facial.

He craved sissy phone sex training from a real tgirl so he came to the right place. My cock grew hard as I guided him to it and told him to open wide. I explained to him that every good sissy knows how to give an excellent blowjob on command. Once he got it nice and wet, I made him turn around so I could get a good look at his man pussy. It was gaping and ready for entry but I wasn’t going to give him my cock. Instead I got a ten inch dildo and shoved into him and watched him beg for mercy. Ready for you sissy training phone sex session with a dominant t-girl? Then call me Trinity at 1 888 8 FREAKY.

It’s Friday and I have a special night out planned for on our slutty sissy phone sex call. First thing I’m going to do is dress you up like the perfect slut. Stockings and garters with your little panties pulled over the garters. We need to be able to take them off without taking off those stockings. I think a proper slutty sissy needs to have big tits, so let’s get you a bra and stuff it full. A super short mini skirt and a sheer white blouse tied up to show your belly button.

Our first outing for the evening is to my favorite fetish shoe store. No sissy slut outfit would be complete without a pair of 5″ heeled cum fuck me pumps. After I pick out the perfect pair for you, it’s time to pay the man. Oh you forgot your wallet? I think there are other ways of paying up. He leads you to the back room, you get on your knees, and he pulls out his hard fat cock. With my hand on the back of your head, and my other hand on his cock, I tell you to open wide and start sucking like the slut you are. An experienced slut like you should have no problem taking his dick balls deep and sucking every drop of his precious cum. You better not miss any and ruin your outfit or his pants. Don’t make me spank you right here in front of everyone.

A quick stop at the salon for my girl to do your make up and hair. Shiny red cock sucking lipstick, extra long eyelashes, red rosy cheeks, and a long blonde wig complete your look. Perfect for our last stop at my favorite toy store. There is a special event tonight and you are the star. Not only are we going to try all the new dildos and strap-ons, all the guys are going to need someone to take care of their hard cocks. I tie you to a spanking bench, ass up in the air. I pull your head up by your collar so your mouth is available too. When you see them lining up for your sissy slutty boy pussy and your hungry mouth, you can’t wait for the real action to begin.

I get asked from time to time about what my favorite type of call to take is and honestly, I always find this to be so difficult to answer because each and every one of my callers is so very special in their own way! I will say this though; the most entertaining type of call I get are from my sissy sluts. Yep, that’s right, these guys want nothing more than to be turned into the perfect sissy bimbo and they know to call me because I’m the one that always gets the job done right! Let me guess, you’re one of the sissy boys, aren’t you? Sissy phone sex with me is perfect for you then!

How big of a sissy slut are you? I am looking for open minded sissy bimbos to have sissy phone sex with. Are you willing to push your boundaries and limits like never before? We can go as fast or slow as you’d like because when you want something done right you must be willing to explore it all. I’m talking about the whole package. I need my sissy to wear pretty lip gloss, nails painted, high heels and wigs… I love putting her in pretty bras and matching panties and of course dresses too.

Are you longing to be a perfect sissy? Well, when you call me for sissy phone sex I will turn you into just that. I am the perfect girl and I want to get you as close to perfect as possible, too. You do know, though, that it’s going to take a lot of work, don’t you? I mean, you’re not really a “mans” man, but you still have obstacles to overcome! Together, we’ll make you the sissy slut you’re supposed to be during our sissy phone sex session.

I’m ready today for some cock sucking sissy phone sex sluts. I know you’re out there. I talk to you all the time and I know what dirty whores you either are or want to be. And if you need to be turned into a whore, I’d be more than happy to give you a hand with that.

First, I have to ask you something – have you ever sucked cock? Have you ever had a big fat toy or dick in your pussy? If not, that’s gonna take some getting used to, so you’d better make sure you’ve practiced enough before you get to work on those real cocks. I believe in doing things big or not at all, so for your first time getting all dressed up and playing with real men, I think it would be fun to rent a hotel room for the weekend for you. Then we could place an ad online or something to get a bunch of guys to the room for you to play with! How many do you think you could service in a weekend, sissy slut? I mean, you’re probably going to have at least 10 per day. There will surely be tons of guys lining up for a free blow job or the opportunity to fuck a sissy whore like you.

I wonder which one of your holes will be used up first? Will your jaw be too tired to keep sucking cock? Will your pussy be too stretched out to let men keep fucking it? It’ll be tons of fun to find out. I can’t wait for you to feel like a real whore. Are you ready to become the sissy phone sex slut you were always meant to be?

Call 1 888 8 FREAKY and ask to talk to Lola to be transformed into your true sissy self!

I love panty boys because they’re so loyal. I’ve been so busy for the past little while that it’s been hard to catch up with my Texas panty boy in chat lately. Being in different parts of the country doesn’t help matters, but when we do catch up he’s always wearing his panties. Not only that, he’s so eager to find out what more he can do to make his Mommy happy. That’s gonna involve a lot more than panties. He’ll need to go shopping for stockings, a bra, and a tight black pencil skirt. Oops, don’t forget the heels. I want him all dolled up for me when he calls for panty boy phone sex.

He’s not just my panty boy, though. He’s my cum slut as well. I cuck him all the time and he does it because he wants to please me. Can you believe he wasn’t into it when we first started have panty boy phone sex? I remember him saying that there were things he would NEVER do. LOL. I told him then the same thing I tell him now, “You’ll do it to please me.” And of course he does. He’s always asking me if he needs to go shopping or what he should buy. Anytime he’s alone in the house he’s wearing his panties. He sleeps with them, he wears them to the office, he wears them out to dinner, all so he can be close to his Mommy and keep me happy. What’s not to love about that?

So don’t worry baby, Mommy never stops thinking about you all dolled up and ready to have that tight pussy stretched. And when you get that sexy pencil skirt, you definitely have to give me a call. You other panty boys want to join my harem? Then call Tina at 1 888 8 FREAKY for panty boy phone sex. When you do, you’ll be all mine.

Hey there panty boy phone sex lovers! Did you get any new panties lately that you want to tell me about? Or maybe you are thinking of buying some and you’d just like my opinion on which ones you should get. I love panties and lingerie as much as you do, so I think I’m the perfect girl to ask for help.

Tell me…what kind of panties do you like? Are you new to panty boy phone sex and you’re still wearing briefs or bikini panties? Those are okay, I guess. But you need to branch out into something that is maybe a little more sexy. Have you ever worn boy shorts? I think you should maybe get a nice satin pair. Or maybe you’d prefer lace? Lacy boy shorts are one of my favorites. But if you are thinking of maybe going even sexier than that, a thong or g-string would probably look fabulous on you. And they will make you feel like such a dirty whore.

I know what happens when you start feeling like a dirty whore. It makes you want to go out and find a nice big dick to play with, doesn’t it? I know not all panty boys like cock, but I think it’s safe to say that the majority of you do! And wearing those sexy panties is going to give you the confidence you need to land the biggest dick out there. Do you think you will be able to take it all down your throat? Or maybe you’d rather bend over, pull your sexy panties to the side and let him shove his big fat dick inside you.

Ready for some super fun panty boy phone sex? Call 1 888 402 8669 and ask to talk to Lola. Make sure you put on your sexiest pair of panties before you call!

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